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Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Options: Option A: CCOP(=S)(OCC)OC(C)=CC(=O)OC Option B: CCCCCCCCCCCl Option C: OCC(CO)(CCl)CCl
B < C < A
random
N/A
[ "B", "C", "A" ]
[ "CCCCCCCCCCCl", "OCC(CO)(CCl)CCl", "CCOP(=S)(OCC)OC(C)=CC(=O)OC" ]
[ -0.3429999999999999, 2.129, 6.282 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C(=C(c1ccccc1)c1ccccc1)c1ccccc1. Options: Option A: CCN(CC)CCOc1ccc(C(=C(Cl)c2ccccc2)c2ccccc2)cc1 Option B: CCC(=C(c1ccc(OCCN(C)C)cc1)c1ccc(OP(=O)(O)O)cc1)c1ccc(C(C)C)cc1 Option C: CN(C)CCOc1ccc(C(=C(CCCl)c2ccccc2)c2ccccc2)cc1
A < C < B
scaffold
C(=C(c1ccccc1)c1ccccc1)c1ccccc1
[ "A", "C", "B" ]
[ "CCN(CC)CCOc1ccc(C(=C(Cl)c2ccccc2)c2ccccc2)cc1", "CN(C)CCOc1ccc(C(=C(CCCl)c2ccccc2)c2ccccc2)cc1", "CCC(=C(c1ccc(OCCN(C)C)cc1)c1ccc(OP(=O)(O)O)cc1)c1ccc(C(C)C)cc1" ]
[ 1.849, 2.378, 2.812 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C(=Cc1ccccc1)c1ccccc1. Options: Option A: CN(C)c1ccc(C=Cc2ccccc2)cc1 Option B: Nc1ccc(C=Cc2ccc([N+](=O)[O-])cc2S(=O)(=O)O)c(S(=O)(=O)O)c1 Option C: O=[N+]([O-])c1ccc(C=Cc2ccc([N+](=O)[O-])cc2S(=O)(=O)O)c(S(=O)(=O)O)c1
B < C < A
scaffold
C(=Cc1ccccc1)c1ccccc1
[ "B", "C", "A" ]
[ "Nc1ccc(C=Cc2ccc([N+](=O)[O-])cc2S(=O)(=O)O)c(S(=O)(=O)O)c1", "O=[N+]([O-])c1ccc(C=Cc2ccc([N+](=O)[O-])cc2S(=O)(=O)O)c(S(=O)(=O)O)c1", "CN(C)c1ccc(C=Cc2ccccc2)cc1" ]
[ 1.45, 1.533, 3.65 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C(=[NH+]c1ccccc1)c1ccccc1. Options: Option A: CCc1ccc([N+]([O-])=Cc2ccccc2)cc1 Option B: CCOC(=O)c1ccc([N+]([O-])=Cc2ccc(N(CC)CC)cc2)cc1 Option C: CCCCOC(=O)c1ccc([N+]([O-])=Cc2ccc(N(CC)CC)cc2)cc1
C < A < B
scaffold
C(=[NH+]c1ccccc1)c1ccccc1
[ "C", "A", "B" ]
[ "CCCCOC(=O)c1ccc([N+]([O-])=Cc2ccc(N(CC)CC)cc2)cc1", "CCc1ccc([N+]([O-])=Cc2ccccc2)cc1", "CCOC(=O)c1ccc([N+]([O-])=Cc2ccc(N(CC)CC)cc2)cc1" ]
[ 2.186, 2.224, 2.833 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1=CC(c2ccccc2)C=CN1. Options: Option A: CCOC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1c1cccc([N+](=O)[O-])c1 Option B: CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1ccccc1C=CC(=O)OC(C)(C)C Option C: COC(=O)C1=C(C)NC(C)=C(C(=O)OCC(C)C)C1c1ccccc1[N+](=O)[O-]
A < C < B
scaffold
C1=CC(c2ccccc2)C=CN1
[ "A", "C", "B" ]
[ "CCOC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1c1cccc([N+](=O)[O-])c1", "COC(=O)C1=C(C)NC(C)=C(C(=O)OCC(C)C)C1c1ccccc1[N+](=O)[O-]", "CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1ccccc1C=CC(=O)OC(C)(C)C" ]
[ 1.37, 2.49, 2.714 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1=CC2C3C=CC(C3)C2C1. Options: Option A: C=CC(=O)OC1C=CC2C3C=CC(C3)C12 Option B: ClC1=C(Cl)C2(Cl)C3C(Cl)C=CC3C1(Cl)C2(Cl)Cl Option C: C1=CC2C3C=CC(C3)C2C1
A < C < B
scaffold
C1=CC2C3C=CC(C3)C2C1
[ "A", "C", "B" ]
[ "C=CC(=O)OC1C=CC2C3C=CC(C3)C12", "C1=CC2C3C=CC(C3)C2C1", "ClC1=C(Cl)C2(Cl)C3C(Cl)C=CC3C1(Cl)C2(Cl)Cl" ]
[ 1.265, 2.573, 3.97 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1=CC2CC(C1)C2. Options: Option A: CC1=CCC2CC1C2(C)C Option B: CC1(C)C2CC=C(CCO)C1C2 Option C: CC1(C)C2CC=C(C=O)C1C2
A < C < B
scaffold
C1=CC2CC(C1)C2
[ "A", "C", "B" ]
[ "CC1=CCC2CC1C2(C)C", "CC1(C)C2CC=C(C=O)C1C2", "CC1(C)C2CC=C(CCO)C1C2" ]
[ 1.5659999999999998, 1.815, 2.271 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1=CC2CC1C1CCCC21. Options: Option A: ClC1=C(Cl)C2(Cl)C3CC(Cl)(Cl)CC3C1(Cl)C2(Cl)Cl Option B: ClC1=C(Cl)C2(Cl)C3CC(Cl)CC3C1(Cl)C2(Cl)Cl Option C: ClC1=C(Cl)C2(Cl)C3C(Cl)C(Cl)CC3C1(Cl)C2(Cl)Cl
B < A < C
scaffold
C1=CC2CC1C1CCCC21
[ "B", "A", "C" ]
[ "ClC1=C(Cl)C2(Cl)C3CC(Cl)CC3C1(Cl)C2(Cl)Cl", "ClC1=C(Cl)C2(Cl)C3CC(Cl)(Cl)CC3C1(Cl)C2(Cl)Cl", "ClC1=C(Cl)C2(Cl)C3C(Cl)C(Cl)CC3C1(Cl)C2(Cl)Cl" ]
[ 1.875, 2.914, 3.312 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1=CC2CCC1C2. Options: Option A: ClCC1C(CCl)C2(Cl)C(Cl)=C(Cl)C1(Cl)C2(Cl)Cl Option B: C1=CC2CCC1C2 Option C: O=C(Cl)C1C2C=CC(C2)C1C(=O)Cl
B < C < A
scaffold
C1=CC2CCC1C2
[ "B", "C", "A" ]
[ "C1=CC2CCC1C2", "O=C(Cl)C1C2C=CC(C2)C1C(=O)Cl", "ClCC1C(CCl)C2(Cl)C(Cl)=C(Cl)C1(Cl)C2(Cl)Cl" ]
[ 0.921, 1.948, 3.299 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1=CC2OC3CCC(C2CC1)C31CO1. Options: Option A: CC(=O)OCC12CC(O)C(C)=CC1OC1C(O)C(O)C2(C)C12CO2 Option B: CC1=CC2OC3C(O)C(O)C(C)(C2(CO)CC1O)C31CO1 Option C: CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O)C(OC(C)=O)C2(C)C12CO2
B < A < C
scaffold
C1=CC2OC3CCC(C2CC1)C31CO1
[ "B", "A", "C" ]
[ "CC1=CC2OC3C(O)C(O)C(C)(C2(CO)CC1O)C31CO1", "CC(=O)OCC12CC(O)C(C)=CC1OC1C(O)C(O)C2(C)C12CO2", "CC(=O)OCC12CC(OC(=O)CC(C)C)C(C)=CC1OC1C(O)C(OC(C)=O)C2(C)C12CO2" ]
[ 3.908, 3.973, 5.238 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1=CCCC1. Options: Option A: C1=CCCC1 Option B: OC1C=CCC1 Option C: FC1(F)C(Cl)=C(Cl)C(F)(F)C1(F)F
A < B < C
scaffold
C1=CCCC1
[ "A", "B", "C" ]
[ "C1=CCCC1", "OC1C=CCC1", "FC1(F)C(Cl)=C(Cl)C(F)(F)C1(F)F" ]
[ 1.614, 2.253, 2.942 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1=CCCCC1. Options: Option A: NC(=S)C1CC=CCC1 Option B: CC1(C(=O)O)CC=CCC1 Option C: CCCCC(CC)COC(=O)C1=C(C(=O)OCC(CC)CCCC)CCCC1
C < B < A
scaffold
C1=CCCCC1
[ "C", "B", "A" ]
[ "CCCCC(CC)COC(=O)C1=C(C(=O)OCC(CC)CCCC)CCCC1", "CC1(C(=O)O)CC=CCC1", "NC(=S)C1CC=CCC1" ]
[ 0.539, 1.816, 3.451 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1=COCCC1. Options: Option A: CCOC1CC(C)C=CO1 Option B: NCC1CCC=CO1 Option C: CCOC1CCC=CO1
C < A < B
scaffold
C1=COCCC1
[ "C", "A", "B" ]
[ "CCOC1CCC=CO1", "CCOC1CC(C)C=CO1", "NCC1CCC=CO1" ]
[ 1.318, 1.621, 2.0540000000000003 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1=Cc2ccccc2NC1. Options: Option A: CC1=CC(C)(C)Nc2ccccc21 Option B: CCOc1ccc2c(c1)C(C)=CC(C)(C)N2 Option C: CCOC(=O)N1CC=Cc2ccccc21
A < B < C
scaffold
C1=Cc2ccccc2NC1
[ "A", "B", "C" ]
[ "CC1=CC(C)(C)Nc2ccccc21", "CCOc1ccc2c(c1)C(C)=CC(C)(C)N2", "CCOC(=O)N1CC=Cc2ccccc21" ]
[ 1.938, 2.434, 3.018 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CC1. Options: Option A: CCCCOC(=O)C1CC1OCCCC Option B: NC1CC1 Option C: CCCCCCCCCCCCCCCCOC(=O)C1CC1
C < B < A
scaffold
C1CC1
[ "C", "B", "A" ]
[ "CCCCCCCCCCCCCCCCOC(=O)C1CC1", "NC1CC1", "CCCCOC(=O)C1CC1OCCCC" ]
[ 1.406, 2.108, 3.951 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CC2CCC1C2. Options: Option A: O=NN(CCCl)C(=O)NC1CC2CCC1C2 Option B: CC(=O)OC1CC2CCC1(C)C2(C)C Option C: OCC1CC2CCC1C2
B < C < A
scaffold
C1CC2CCC1C2
[ "B", "C", "A" ]
[ "CC(=O)OC1CC2CCC1(C)C2(C)C", "OCC1CC2CCC1C2", "O=NN(CCCl)C(=O)NC1CC2CCC1C2" ]
[ 1.336, 1.897, 3.471 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CC2OCCC2O1. Options: Option A: O=[N+]([O-])OC1COC2C(O)COC12 Option B: OC1COC2C(O)COC12 Option C: O=[N+]([O-])OC1COC2C(O[N+](=O)[O-])COC12
B < A < C
scaffold
C1CC2OCCC2O1
[ "B", "A", "C" ]
[ "OC1COC2C(O)COC12", "O=[N+]([O-])OC1COC2C(O)COC12", "O=[N+]([O-])OC1COC2C(O[N+](=O)[O-])COC12" ]
[ 0.782, 1.978, 2.5 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CCC(NC2CCCCC2)CC1. Options: Option A: O=NN(C1CCCCC1)C1CCCCC1 Option B: CN(C1CCCCC1)C1CCCCC1 Option C: C1CCC(NC2CCCCC2)CC1
A < B < C
scaffold
C1CCC(NC2CCCCC2)CC1
[ "A", "B", "C" ]
[ "O=NN(C1CCCCC1)C1CCCCC1", "CN(C1CCCCC1)C1CCCCC1", "C1CCC(NC2CCCCC2)CC1" ]
[ 1.624, 2.641, 2.687 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CCC2OC2C1. Options: Option A: C=CCOC(=O)C1CC2OC2CC1C Option B: CC(=O)OCC1CC2OC2CC1C Option C: C=CC1CCC2OC2C1
B < C < A
scaffold
C1CCC2OC2C1
[ "B", "C", "A" ]
[ "CC(=O)OCC1CC2OC2CC1C", "C=CC1CCC2OC2C1", "C=CCOC(=O)C1CC2OC2CC1C" ]
[ 1.281, 1.793, 2.594 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CCCC1. Options: Option A: C1CCCC1 Option B: CCC1(NC(N)=O)CCCC1 Option C: O=S(=O)(F)C1CCC(S(=O)(=O)F)C1
A < B < C
scaffold
C1CCCC1
[ "A", "B", "C" ]
[ "C1CCCC1", "CCC1(NC(N)=O)CCCC1", "O=S(=O)(F)C1CCC(S(=O)(=O)F)C1" ]
[ 0.789, 2.216, 4.472 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CCCCC1. Options: Option A: OCCNC1CCCCC1 Option B: N#CC1(O)CCCCC1 Option C: O=C=NCC1CCC(CN=C=O)CC1
A < C < B
scaffold
C1CCCCC1
[ "A", "C", "B" ]
[ "OCCNC1CCCCC1", "O=C=NCC1CCC(CN=C=O)CC1", "N#CC1(O)CCCCC1" ]
[ 0.573, 2.084, 4.097 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CCCNCC1. Options: Option A: C1CCCNCC1 Option B: CNS(=O)(=O)OCC(=O)N1CCCCCC1 Option C: CCSC(=O)N1CCCCCC1
B < A < C
scaffold
C1CCCNCC1
[ "B", "A", "C" ]
[ "CNS(=O)(=O)OCC(=O)N1CCCCCC1", "C1CCCNCC1", "CCSC(=O)N1CCCCCC1" ]
[ 2.089, 2.384, 2.7060000000000004 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CCNC1. Options: Option A: CCOC(=O)C1CCCN1N=O Option B: CNC(=O)ON=C(C)SCC(=O)N1CCCC1 Option C: O=NN1CCCC1
A < C < B
scaffold
C1CCNC1
[ "A", "C", "B" ]
[ "CCOC(=O)C1CCCN1N=O", "O=NN1CCCC1", "CNC(=O)ON=C(C)SCC(=O)N1CCCC1" ]
[ 1.537, 2.046, 4.023 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CCNCC1. Options: Option A: C1CCNCC1 Option B: C=C(C)C(=O)OCCN1CCCCC1 Option C: O=NN(CCCl)C(=O)NCCS(=O)(=O)N1CCCCC1
B < A < C
scaffold
C1CCNCC1
[ "B", "A", "C" ]
[ "C=C(C)C(=O)OCCN1CCCCC1", "C1CCNCC1", "O=NN(CCCl)C(=O)NCCS(=O)(=O)N1CCCCC1" ]
[ 1.747, 2.3280000000000003, 3.417 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CCOC1. Options: Option A: C=CC1(C)CCC(C(C)(C)O)O1 Option B: C1CCOC1 Option C: CCCCCCCCCCCC(=O)OCC(O)C1OCC(O)C1O
C < B < A
scaffold
C1CCOC1
[ "C", "B", "A" ]
[ "CCCCCCCCCCCC(=O)OCC(O)C1OCC(O)C1O", "C1CCOC1", "C=CC1(C)CCC(C(C)(C)O)O1" ]
[ 1.013, 1.408, 2.17 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CCOCC1. Options: Option A: OCC1OC(O)C(O)C(O)C1O Option B: COC1OC(CNC(=O)N(CCCl)N=O)C(O)C(O)C1O Option C: CC(C)=CC1CC(C)CCO1
A < C < B
scaffold
C1CCOCC1
[ "A", "C", "B" ]
[ "OCC1OC(O)C(O)C(O)C1O", "CC(C)=CC1CC(C)CCO1", "COC1OC(CNC(=O)N(CCCl)N=O)C(O)C(O)C1O" ]
[ 0.8440000000000001, 1.555, 3.849 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CN1. Options: Option A: OCCN1CC1 Option B: CC1CN1 Option C: C=CN1CC1
C < A < B
scaffold
C1CN1
[ "C", "A", "B" ]
[ "C=CN1CC1", "OCCN1CC1", "CC1CN1" ]
[ 2.895, 3.071, 3.478 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CNCCN1. Options: Option A: O=NN1CCNCC1 Option B: OCCN1CCNCC1 Option C: O=C(CCBr)N1CCN(C(=O)CCBr)CC1
B < A < C
scaffold
C1CNCCN1
[ "B", "A", "C" ]
[ "OCCN1CCNCC1", "O=NN1CCNCC1", "O=C(CCBr)N1CCN(C(=O)CCBr)CC1" ]
[ 1.423, 1.707, 3.209 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CO1. Options: Option A: CO[Si](CCCOCC1CO1)(OC)OC Option B: CCOC(=O)C=CC(=O)OCC1CO1 Option C: O=CC=CC1CO1
A < B < C
scaffold
C1CO1
[ "A", "B", "C" ]
[ "CO[Si](CCCOCC1CO1)(OC)OC", "CCOC(=O)C=CC(=O)OCC1CO1", "O=CC=CC1CO1" ]
[ 1.012, 2.092, 3.199 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1COCCN1. Options: Option A: C1COCCN1 Option B: CSC(C)(C)C=NOC(=O)N(C)SN1CCOCC1 Option C: OCCN1CCOCC1
C < A < B
scaffold
C1COCCN1
[ "C", "A", "B" ]
[ "OCCN1CCOCC1", "C1COCCN1", "CSC(C)(C)C=NOC(=O)N(C)SN1CCOCC1" ]
[ 1.039, 1.919, 5.409 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1COCCO1. Options: Option A: CCOP(=S)(OCC)SC1OCCOC1SP(=S)(OCC)OCC Option B: ClC1OCCOC1Cl Option C: C1COCCO1
C < B < A
scaffold
C1COCCO1
[ "C", "B", "A" ]
[ "C1COCCO1", "ClC1OCCOC1Cl", "CCOP(=S)(OCC)SC1OCCOC1SP(=S)(OCC)OCC" ]
[ 1.3219999999999998, 2.047, 4.3580000000000005 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1COCO1. Options: Option A: CC(=O)CC1OCC(CCl)O1 Option B: C=CC1OCC(C)O1 Option C: CC1(C)OCC(CO)O1
C < B < A
scaffold
C1COCO1
[ "C", "B", "A" ]
[ "CC1(C)OCC(CO)O1", "C=CC1OCC(C)O1", "CC(=O)CC1OCC(CCl)O1" ]
[ 1.276, 2.108, 3.173 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1COCOC1. Options: Option A: CC1(CCO)CCOCO1 Option B: O=[N+]([O-])C1(Br)COCOC1 Option C: CC(=O)OC1CC(C)OC(C)O1
A < C < B
scaffold
C1COCOC1
[ "A", "C", "B" ]
[ "CC1(CCO)CCOCO1", "CC(=O)OC1CC(C)OC(C)O1", "O=[N+]([O-])C1(Br)COCOC1" ]
[ 1.22, 1.955, 2.668 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CS1. Options: Option A: CC1CS1 Option B: COCC1CS1 Option C: ClCC1CS1
B < A < C
scaffold
C1CS1
[ "B", "A", "C" ]
[ "COCC1CS1", "CC1CS1", "ClCC1CS1" ]
[ 1.6869999999999998, 2.465, 3.434 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1CSCS1. Options: Option A: CCOP(=O)(OCC)SCC1(C)SCCS1 Option B: CNC(=O)ON=CC1(C)SCC(C)S1 Option C: CNC(=O)ON=CC1(C)SCCS1
A < C < B
scaffold
C1CSCS1
[ "A", "C", "B" ]
[ "CCOP(=O)(OCC)SCC1(C)SCCS1", "CNC(=O)ON=CC1(C)SCCS1", "CNC(=O)ON=CC1(C)SCC(C)S1" ]
[ 4.033, 4.572, 5.37 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C1NCNCN1. Options: Option A: O=[N+]([O-])N1CN([N+](=O)[O-])CN([N+](=O)[O-])C1 Option B: CN(C)CCCN1CN(CCCN(C)C)CN(CCCN(C)C)C1 Option C: CCN1CN(CC)CN(CC)C1
B < C < A
scaffold
C1NCNCN1
[ "B", "C", "A" ]
[ "CN(C)CCCN1CN(CCCN(C)C)CN(CCCN(C)C)C1", "CCN1CN(CC)CN(CC)C1", "O=[N+]([O-])N1CN([N+](=O)[O-])CN([N+](=O)[O-])C1" ]
[ 2.023, 2.734, 3.347 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C=C1CCCCC1=CC=C1CCCC2CCCC12. Options: Option A: C=C1C(=CC=C2CCCC3(C)C2CCC3C(C)CCCC(C)C)CC(O)CC1O Option B: C=C1C(=CC=C2CCCC3(C)C2CCC3C(C)CCCC(O)(C(F)(F)F)C(F)(F)F)CC(O)CC1O Option C: C=C1C(=CC=C2CCCC3(C)C2CCC3C(C)C=CC(C)C(C)C)CC(O)CC1O
A < C < B
scaffold
C=C1CCCCC1=CC=C1CCCC2CCCC12
[ "A", "C", "B" ]
[ "C=C1C(=CC=C2CCCC3(C)C2CCC3C(C)CCCC(C)C)CC(O)CC1O", "C=C1C(=CC=C2CCCC3(C)C2CCC3C(C)C=CC(C)C(C)C)CC(O)CC1O", "C=C1C(=CC=C2CCCC3(C)C2CCC3C(C)CCCC(O)(C(F)(F)F)C(F)(F)F)CC(O)CC1O" ]
[ 3.071, 5.072, 7.1 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold C=C1c2ccccc2CCc2ccccc21. Options: Option A: C[N+](C)([O-])CCC=C1c2ccccc2CCc2ccccc21 Option B: CNCCC=C1c2ccccc2CCc2ccccc21 Option C: CN(C)CCC=C1c2ccccc2CCc2ccccc21
A < B < C
scaffold
C=C1c2ccccc2CCc2ccccc21
[ "A", "B", "C" ]
[ "C[N+](C)([O-])CCC=C1c2ccccc2CCc2ccccc21", "CNCCC=C1c2ccccc2CCc2ccccc21", "CN(C)CCC=C1c2ccccc2CCc2ccccc21" ]
[ 2.212, 2.72, 2.938 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold N=C1CNC(=O)CS1. Options: Option A: CC1C(=NOC(=O)N(C)SC(Cl)(Cl)Cl)SCC(=O)N1C Option B: CNC(=O)ON=C1SCC(=O)NC1C Option C: CNC(=O)ON=C1SC(C)C(=O)NC1(C)C
B < A < C
scaffold
N=C1CNC(=O)CS1
[ "B", "A", "C" ]
[ "CNC(=O)ON=C1SCC(=O)NC1C", "CC1C(=NOC(=O)N(C)SC(Cl)(Cl)Cl)SCC(=O)N1C", "CNC(=O)ON=C1SC(C)C(=O)NC1(C)C" ]
[ 4.584, 5.032, 5.443 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold N=C1COCCS1. Options: Option A: CCC1OCCSC1=NOC(=O)NC Option B: CNC(=O)ON=C1COCCS1 Option C: CNC(=O)ON=C1SCCOC1(C)C
B < A < C
scaffold
N=C1COCCS1
[ "B", "A", "C" ]
[ "CNC(=O)ON=C1COCCS1", "CCC1OCCSC1=NOC(=O)NC", "CNC(=O)ON=C1SCCOC1(C)C" ]
[ 3.711, 4.06, 5.561 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold N=C1COCS1. Options: Option A: CNC(=O)ON=C1SCOC1(C)C Option B: CCC1OCSC1=NOC(=O)NC Option C: C=CCNC(=O)ON=C1SCOC1C
C < B < A
scaffold
N=C1COCS1
[ "C", "B", "A" ]
[ "C=CCNC(=O)ON=C1SCOC1C", "CCC1OCSC1=NOC(=O)NC", "CNC(=O)ON=C1SCOC1(C)C" ]
[ 2.679, 3.93, 5.009 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold N=C1CSC(=N)S1. Options: Option A: CC(C)N=C1SC(=NOC(=O)N(C)SC(Cl)(Cl)Cl)C(C)(C)S1 Option B: CNC(=O)ON=C1SC(=NN(C)C)SC1(C)C Option C: CNC(=O)ON=C1SC(=NC(C)C)SC1(C)C
A < C < B
scaffold
N=C1CSC(=N)S1
[ "A", "C", "B" ]
[ "CC(C)N=C1SC(=NOC(=O)N(C)SC(Cl)(Cl)Cl)C(C)(C)S1", "CNC(=O)ON=C1SC(=NC(C)C)SC1(C)C", "CNC(=O)ON=C1SC(=NN(C)C)SC1(C)C" ]
[ 3.274, 4.4910000000000005, 5.186 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold N=C1CSCCS1. Options: Option A: CNC(=O)ON=C1SCCSC1(C)C Option B: CCCC(=O)N(C)C(=O)ON=C1CSCCS1 Option C: CNC(=O)ON=C1CSCCS1
B < C < A
scaffold
N=C1CSCCS1
[ "B", "C", "A" ]
[ "CCCC(=O)N(C)C(=O)ON=C1CSCCS1", "CNC(=O)ON=C1CSCCS1", "CNC(=O)ON=C1SCCSC1(C)C" ]
[ 2.14, 4.138, 5.938 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold N=C1CSCS1. Options: Option A: CNC(=O)ON=C1SCSC1(C)C Option B: CNC(=O)ON=C1SC(C)(C)SC1C Option C: CNC(=O)ON=C1CSCS1
C < B < A
scaffold
N=C1CSCS1
[ "C", "B", "A" ]
[ "CNC(=O)ON=C1CSCS1", "CNC(=O)ON=C1SC(C)(C)SC1C", "CNC(=O)ON=C1SCSC1(C)C" ]
[ 4.17, 5.361000000000001, 5.517 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold N=C1SCCS1. Options: Option A: CCOP(=O)(N=C1SCCS1)OCC Option B: COP(=O)(N=C1SCC(C)S1)OC Option C: CNC(=O)ON=C1SCCS1
B < A < C
scaffold
N=C1SCCS1
[ "B", "A", "C" ]
[ "COP(=O)(N=C1SCC(C)S1)OC", "CCOP(=O)(N=C1SCCS1)OCC", "CNC(=O)ON=C1SCCS1" ]
[ 3.838, 4.458, 4.807 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(CCCN1CCC(c2ccccc2)CC1)c1ccccc1. Options: Option A: O=C(CCCN1CCC(O)(c2ccc(Cl)cc2)CC1)c1ccc(F)cc1 Option B: CCCCCCCCCC(=O)OC1(c2ccc(Cl)cc2)CCN(CCCC(=O)c2ccc(F)cc2)CC1 Option C: O=C(CCCN1CCC(O)(c2ccc(Br)cc2)CC1)c1ccc(F)cc1
B < C < A
scaffold
O=C(CCCN1CCC(c2ccccc2)CC1)c1ccccc1
[ "B", "C", "A" ]
[ "CCCCCCCCCC(=O)OC1(c2ccc(Cl)cc2)CCN(CCCC(=O)c2ccc(F)cc2)CC1", "O=C(CCCN1CCC(O)(c2ccc(Br)cc2)CC1)c1ccc(F)cc1", "O=C(CCCN1CCC(O)(c2ccc(Cl)cc2)CC1)c1ccc(F)cc1" ]
[ 2.49, 3.068, 3.468 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(CN1CCNCC1)NN=Cc1ccco1. Options: Option A: CCN(CC)C(=O)N1CCN(CC(=O)NN=Cc2ccc([N+](=O)[O-])o2)CC1 Option B: CN1CCN(CC(=O)NN=Cc2ccc([N+](=O)[O-])o2)CC1 Option C: CC(=O)N1CCN(CC(=O)NN=Cc2ccc([N+](=O)[O-])o2)CC1
B < C < A
scaffold
O=C(CN1CCNCC1)NN=Cc1ccco1
[ "B", "C", "A" ]
[ "CN1CCN(CC(=O)NN=Cc2ccc([N+](=O)[O-])o2)CC1", "CC(=O)N1CCN(CC(=O)NN=Cc2ccc([N+](=O)[O-])o2)CC1", "CCN(CC)C(=O)N1CCN(CC(=O)NN=Cc2ccc([N+](=O)[O-])o2)CC1" ]
[ 2.475, 2.966, 3.677 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(Cc1cn(C(=O)c2ccccc2)c2ccccc12)Oc1ccccc1. Options: Option A: COc1ccc2c(c1)c(CC(=O)Oc1ccc(NC(C)=O)cc1)c(C)n2C(=O)c1ccc(Cl)cc1 Option B: COc1ccc2c(c1)c(CC(=O)Oc1ccccc1C(=O)O)c(C)n2C(=O)c1ccc(Cl)cc1 Option C: COc1ccc2c(c1)c(CC(=O)Oc1cccc(C(F)(F)F)c1)c(C)n2C(=O)c1ccc(Cl)cc1
A < C < B
scaffold
O=C(Cc1cn(C(=O)c2ccccc2)c2ccccc12)Oc1ccccc1
[ "A", "C", "B" ]
[ "COc1ccc2c(c1)c(CC(=O)Oc1ccc(NC(C)=O)cc1)c(C)n2C(=O)c1ccc(Cl)cc1", "COc1ccc2c(c1)c(CC(=O)Oc1cccc(C(F)(F)F)c1)c(C)n2C(=O)c1ccc(Cl)cc1", "COc1ccc2c(c1)c(CC(=O)Oc1ccccc1C(=O)O)c(C)n2C(=O)c1ccc(Cl)cc1" ]
[ 2.7430000000000003, 3.213, 3.905 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(Cn1c(=O)sc2ccccc21)N1CCNCC1. Options: Option A: O=C(Cn1c(=O)sc2ccc(Cl)cc21)N1CCNCC1 Option B: O=C(Cn1c(=O)sc2ccc(Cl)cc21)N1CCN(CCO)CC1 Option C: CN1CCN(C(=O)Cn2c(=O)sc3ccc(Cl)cc32)CC1
B < A < C
scaffold
O=C(Cn1c(=O)sc2ccccc21)N1CCNCC1
[ "B", "A", "C" ]
[ "O=C(Cn1c(=O)sc2ccc(Cl)cc21)N1CCN(CCO)CC1", "O=C(Cn1c(=O)sc2ccc(Cl)cc21)N1CCNCC1", "CN1CCN(C(=O)Cn2c(=O)sc3ccc(Cl)cc32)CC1" ]
[ 1.995, 2.628, 2.707 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(NC1CCCCC1)NS(=O)(=O)c1ccccc1. Options: Option A: COc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1OC Option B: CC(=O)c1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1 Option C: O=C(NC1CCCCC1)NS(=O)(=O)c1ccc(Cl)cc1
B < A < C
scaffold
O=C(NC1CCCCC1)NS(=O)(=O)c1ccccc1
[ "B", "A", "C" ]
[ "CC(=O)c1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1", "COc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1OC", "O=C(NC1CCCCC1)NS(=O)(=O)c1ccc(Cl)cc1" ]
[ 1.812, 2.234, 2.318 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(NCSc1ccccc1)Oc1cccc2c1OCC2. Options: Option A: CC1(C)Cc2cccc(OC(=O)NCSc3ccc(Cl)cc3)c2O1 Option B: CC1(C)Cc2cccc(OC(=O)NCSc3ccc(Br)cc3)c2O1 Option C: CC1(C)Cc2cccc(OC(=O)NCSc3ccc(C(C)(C)C)cc3)c2O1
C < A < B
scaffold
O=C(NCSc1ccccc1)Oc1cccc2c1OCC2
[ "C", "A", "B" ]
[ "CC1(C)Cc2cccc(OC(=O)NCSc3ccc(C(C)(C)C)cc3)c2O1", "CC1(C)Cc2cccc(OC(=O)NCSc3ccc(Cl)cc3)c2O1", "CC1(C)Cc2cccc(OC(=O)NCSc3ccc(Br)cc3)c2O1" ]
[ 3.489, 4.163, 4.213 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(Nc1ccccc1)c1ccccc1. Options: Option A: Nc1ccc(C(=O)Nc2ccccc2N)cc1 Option B: Cc1cccc(C)c1N(CCCC(=O)O)C(=O)c1ccc(Cl)cc1 Option C: Cc1ccccc1C(=O)Nc1cccc(OC(C)C)c1
C < B < A
scaffold
O=C(Nc1ccccc1)c1ccccc1
[ "C", "B", "A" ]
[ "Cc1ccccc1C(=O)Nc1cccc(OC(C)C)c1", "Cc1cccc(C)c1N(CCCC(=O)O)C(=O)c1ccc(Cl)cc1", "Nc1ccc(C(=O)Nc2ccccc2N)cc1" ]
[ 1.43, 2.26, 3.379 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(Nc1ccccc1)c1ccoc1. Options: Option A: Cc1cc(C(=O)Nc2ccccc2)c(C)o1 Option B: Cc1oc(C)c(C(=O)Nc2ccccc2)c1C Option C: Cc1occc1C(=O)Nc1ccccc1
C < B < A
scaffold
O=C(Nc1ccccc1)c1ccoc1
[ "C", "B", "A" ]
[ "Cc1occc1C(=O)Nc1ccccc1", "Cc1oc(C)c(C(=O)Nc2ccccc2)c1C", "Cc1cc(C(=O)Nc2ccccc2)c(C)o1" ]
[ 1.193, 2.193, 3.527 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(Nc1ccccn1)C1=Cc2sccc2S(=O)(=O)N1. Options: Option A: CN1C(C(=O)Nc2ccccn2)=C(OC(=O)C(C)(C)C)c2sc(Cl)cc2S1(=O)=O Option B: CN1C(C(=O)Nc2ccccn2)=C(O)c2sccc2S1(=O)=O Option C: CN1C(C(=O)Nc2ccccn2)=C(O)c2sc(Cl)cc2S1(=O)=O
B < A < C
scaffold
O=C(Nc1ccccn1)C1=Cc2sccc2S(=O)(=O)N1
[ "B", "A", "C" ]
[ "CN1C(C(=O)Nc2ccccn2)=C(O)c2sccc2S1(=O)=O", "CN1C(C(=O)Nc2ccccn2)=C(OC(=O)C(C)(C)C)c2sc(Cl)cc2S1(=O)=O", "CN1C(C(=O)Nc2ccccn2)=C(O)c2sc(Cl)cc2S1(=O)=O" ]
[ 3.63, 4.268, 4.812 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(OC1CCC(N2CCCCC2)CC1)c1ccccc1. Options: Option A: O=C(OC1CCC(N2CCCCC2)CC1)c1ccc([N+](=O)[O-])cc1 Option B: O=C(OC1CCC(N2CCCCC2)CC1)c1ccccc1 Option C: COc1cc(C(=O)OC2CCC(N3CCCCC3)CC2)cc(OC)c1OC
A < B < C
scaffold
O=C(OC1CCC(N2CCCCC2)CC1)c1ccccc1
[ "A", "B", "C" ]
[ "O=C(OC1CCC(N2CCCCC2)CC1)c1ccc([N+](=O)[O-])cc1", "O=C(OC1CCC(N2CCCCC2)CC1)c1ccccc1", "COc1cc(C(=O)OC2CCC(N3CCCCC3)CC2)cc(OC)c1OC" ]
[ 2.01, 2.5660000000000003, 2.764 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(OCc1cccc(Oc2ccccc2)c1)C1CC1. Options: Option A: CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1 Option B: CC1(C)C(C(=O)OC(C#N)c2cccc(Oc3ccccc3)c2)C1(C)C Option C: CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)c1ccc(F)c(Oc2ccccc2)c1
C < A < B
scaffold
O=C(OCc1cccc(Oc2ccccc2)c1)C1CC1
[ "C", "A", "B" ]
[ "CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)c1ccc(F)c(Oc2ccccc2)c1", "CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1", "CC1(C)C(C(=O)OC(C#N)c2cccc(Oc3ccccc3)c2)C1(C)C" ]
[ 2.86, 3.774, 4.288 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(OCc1ccccc1)C1CC1. Options: Option A: Cc1c(F)c(F)c(COC(=O)C2C(C=C(Cl)C(F)(F)F)C2(C)C)c(F)c1F Option B: CC(C)=CC1C(C(=O)OCc2ccc(C)cc2C)C1(C)C Option C: COCc1ccc(COC(=O)C2C(C=C(C)C)C2(C)C)cc1
B < C < A
scaffold
O=C(OCc1ccccc1)C1CC1
[ "B", "C", "A" ]
[ "CC(C)=CC1C(C(=O)OCc2ccc(C)cc2C)C1(C)C", "COCc1ccc(COC(=O)C2C(C=C(C)C)C2(C)C)cc1", "Cc1c(F)c(F)c(COC(=O)C2C(C=C(Cl)C(F)(F)F)C2(C)C)c(F)c1F" ]
[ 0.855, 2.526, 4.28 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(OCc1ccccc1)c1ccccc1. Options: Option A: O=C(OCc1ccccc1)c1ccccc1O Option B: CCCCC(CC)COC(=O)c1ccccc1C(=O)OCc1ccccc1 Option C: CCCCOC(=O)c1ccccc1C(=O)OCc1ccccc1
B < A < C
scaffold
O=C(OCc1ccccc1)c1ccccc1
[ "B", "A", "C" ]
[ "CCCCC(CC)COC(=O)c1ccccc1C(=O)OCc1ccccc1", "O=C(OCc1ccccc1)c1ccccc1O", "CCCCOC(=O)c1ccccc1C(=O)OCc1ccccc1" ]
[ 0.7879999999999999, 2.011, 2.127 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(c1ccccc1)c1ccccc1. Options: Option A: O=C(c1ccccc1)c1ccc(O)cc1 Option B: CCOC(=O)N(c1cccc(C(=O)c2ccccc2)c1)S(=O)(=O)C(F)(F)F Option C: CC(C(=O)O)c1cccc(C(=O)c2ccccc2)c1
A < B < C
scaffold
O=C(c1ccccc1)c1ccccc1
[ "A", "B", "C" ]
[ "O=C(c1ccccc1)c1ccc(O)cc1", "CCOC(=O)N(c1cccc(C(=O)c2ccccc2)c1)S(=O)(=O)C(F)(F)F", "CC(C(=O)O)c1cccc(C(=O)c2ccccc2)c1" ]
[ 1.215, 1.931, 3.61 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(c1ccccc1)c1cccs1. Options: Option A: CN(CCO)Cc1cc(C(=O)c2cccs2)cc(C(C)(C)C)c1O Option B: CC(C(=O)O)c1ccc(C(=O)c2cccs2)cc1 Option C: CC(C)(C)c1cc(C(=O)c2cccs2)cc(C(C)(C)C)c1O
C < A < B
scaffold
O=C(c1ccccc1)c1cccs1
[ "C", "A", "B" ]
[ "CC(C)(C)c1cc(C(=O)c2cccs2)cc(C(C)(C)C)c1O", "CN(CCO)Cc1cc(C(=O)c2cccs2)cc(C(C)(C)C)c1O", "CC(C(=O)O)c1ccc(C(=O)c2cccs2)cc1" ]
[ 2.291, 2.541, 3.567 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C(c1ccccc1)n1ccc2ccccc21. Options: Option A: CCOC(=O)C(C(C)=O)C(=O)Cc1c(C)n(C(=O)c2ccc(Cl)cc2)c2ccc(OC)cc12 Option B: COc1ccc2c(c1)c(CC(=O)O)c(C)n2C(=O)c1ccc(Cl)cc1 Option C: COc1ccc2c(c1)c(CC(=O)OCC=C(C)CCC=C(C)CCC=C(C)C)c(C)n2C(=O)c1ccc(Cl)cc1
C < A < B
scaffold
O=C(c1ccccc1)n1ccc2ccccc21
[ "C", "A", "B" ]
[ "COc1ccc2c(c1)c(CC(=O)OCC=C(C)CCC=C(C)CCC=C(C)C)c(C)n2C(=O)c1ccc(Cl)cc1", "CCOC(=O)C(C(C)=O)C(=O)Cc1c(C)n(C(=O)c2ccc(Cl)cc2)c2ccc(OC)cc12", "COc1ccc2c(c1)c(CC(=O)O)c(C)n2C(=O)c1ccc(Cl)cc1" ]
[ 2.525, 3.429, 5.17 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C(=C2C=CNC=C2)C(=O)c2ccccc21. Options: Option A: CCN1C=CC(=C2C(=O)c3ccccc3C2=O)C=C1 Option B: COCCN1C=CC(=C2C(=O)c3ccccc3C2=O)C=C1 Option C: CC(C)N1C=CC(=C2C(=O)c3ccccc3C2=O)C=C1
C < A < B
scaffold
O=C1C(=C2C=CNC=C2)C(=O)c2ccccc21
[ "C", "A", "B" ]
[ "CC(C)N1C=CC(=C2C(=O)c3ccccc3C2=O)C=C1", "CCN1C=CC(=C2C(=O)c3ccccc3C2=O)C=C1", "COCCN1C=CC(=C2C(=O)c3ccccc3C2=O)C=C1" ]
[ 2.262, 2.882, 2.905 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C(c2ccccc2)=Cc2ccccc21. Options: Option A: CC(=O)OC1=C(c2c(C)cc(C)cc2C)C(=O)c2ccccc21 Option B: CCCCC(CC)C(=O)OC1=C(c2c(C)cc(C)cc2C)C(=O)c2ccccc21 Option C: CCCCCCCCCCCC(=O)OC1=C(c2c(C)cc(C)cc2C)C(=O)c2ccccc21
A < C < B
scaffold
O=C1C(c2ccccc2)=Cc2ccccc21
[ "A", "C", "B" ]
[ "CC(=O)OC1=C(c2c(C)cc(C)cc2C)C(=O)c2ccccc21", "CCCCCCCCCCCC(=O)OC1=C(c2c(C)cc(C)cc2C)C(=O)c2ccccc21", "CCCCC(CC)C(=O)OC1=C(c2c(C)cc(C)cc2C)C(=O)c2ccccc21" ]
[ 1.5830000000000002, 1.672, 4.388 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=C(C2CCC3C2CCC2C4CCC(OC5CCC(OC6CCC(OC7CCCCO7)CO6)CO5)CC4CCC23)CO1. Options: Option A: CC1OC(OC2C(C)OC(OC3C(C)OC(OC4CCC5(C)C(CCC6C5CCC5(C)C(C7=CC(=O)OC7)C(OC=O)CC65O)C4)CC3OC=O)CC2OC=O)CC(OC=O)C1OC=O Option B: CC1OC(OC2C(O)CC(OC3C(O)CC(OC4CCC5(C)C(CCC6C5CC(O)C5(C)C(C7=CC(=O)OC7)CCC65O)C4)OC3C)OC2C)CC(O)C1O Option C: COC1C(O)CC(OC2C(O)CC(OC3C(O)CC(OC4CCC5(C)C(CCC6C5CC(O)C5(C)C(C7=CC(=O)OC7)CCC65O)C4)OC3C)OC2C)OC1C
A < B < C
scaffold
O=C1C=C(C2CCC3C2CCC2C4CCC(OC5CCC(OC6CCC(OC7CCCCO7)CO6)CO5)CC4CCC23)CO1
[ "A", "B", "C" ]
[ "CC1OC(OC2C(C)OC(OC3C(C)OC(OC4CCC5(C)C(CCC6C5CCC5(C)C(C7=CC(=O)OC7)C(OC=O)CC65O)C4)CC3OC=O)CC2OC=O)CC(OC=O)C1OC=O", "CC1OC(OC2C(O)CC(OC3C(O)CC(OC4CCC5(C)C(CCC6C5CC(O)C5(C)C(C7=CC(=O)OC7)CCC65O)C4)OC3C)OC2C)CC(O)C1O", "COC1C(O)CC(OC2C(O)CC(OC3C(O)CC(OC4CCC5(C)C(CCC6C5CC(O)C5(C)C(C7=CC(=O)OC7)CCC65O)C4)OC3C)OC2C)OC1C" ]
[ 4.373, 4.441, 4.981 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=C2CCC3C4CCCC4CCC3C2CC1. Options: Option A: CCC1CC2C3CCC4=CC(=O)CCC4C3CCC2(C)C1O Option B: CCC(=O)OC1CCC2C3CCC4=CC(=O)CCC4(C)C3CCC12C Option C: CCCC(=O)OC1(C(=O)COC(=O)CC)CCC2C3CCC4=CC(=O)CCC4(C)C3C(O)CC21C
A < C < B
scaffold
O=C1C=C2CCC3C4CCCC4CCC3C2CC1
[ "A", "C", "B" ]
[ "CCC1CC2C3CCC4=CC(=O)CCC4C3CCC2(C)C1O", "CCCC(=O)OC1(C(=O)COC(=O)CC)CCC2C3CCC4=CC(=O)CCC4(C)C3C(O)CC21C", "CCC(=O)OC1CCC2C3CCC4=CC(=O)CCC4(C)C3CCC12C" ]
[ 1.398, 1.98, 2.537 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=CC(=O)C=C1. Options: Option A: COC1=C(OC)C(=O)C(CCCCCCCCCCO)=C(C)C1=O Option B: O=C1C=CC(=O)C=C1 Option C: O=C1C(Cl)=C(Cl)C(=O)C(Cl)=C1Cl
A < C < B
scaffold
O=C1C=CC(=O)C=C1
[ "A", "C", "B" ]
[ "COC1=C(OC)C(=O)C(CCCCCCCCCCO)=C(C)C1=O", "O=C1C(Cl)=C(Cl)C(=O)C(Cl)=C1Cl", "O=C1C=CC(=O)C=C1" ]
[ 1.529, 1.789, 2.92 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=CC(=O)N1c1ccccc1. Options: Option A: O=C1C=CC(=O)N1c1ccccc1 Option B: O=C1C=CC(=O)N1c1ccccc1Cl Option C: Cc1ccc(N2C(=O)C=CC2=O)cc1
C < B < A
scaffold
O=C1C=CC(=O)N1c1ccccc1
[ "C", "B", "A" ]
[ "Cc1ccc(N2C(=O)C=CC2=O)cc1", "O=C1C=CC(=O)N1c1ccccc1Cl", "O=C1C=CC(=O)N1c1ccccc1" ]
[ 2.421, 2.6010000000000004, 2.964 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=CC(=O)O1. Options: Option A: O=C(CCCl)OC1=C(OC(=O)CCCl)C(=O)OC1=O Option B: O=C1C=CC(=O)O1 Option C: CCCC(=O)OC1=C(OC(=O)CCC)C(=O)OC1=O
C < A < B
scaffold
O=C1C=CC(=O)O1
[ "C", "A", "B" ]
[ "CCCC(=O)OC1=C(OC(=O)CCC)C(=O)OC1=O", "O=C(CCCl)OC1=C(OC(=O)CCCl)C(=O)OC1=O", "O=C1C=CC(=O)O1" ]
[ 1.256, 1.648, 2.389 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=CC(=O)c2ccccc21. Options: Option A: CC1=CC(=O)c2c(O)cccc2C1=O Option B: O=C1C(Cl)=C(NC(=O)C(Cl)Cl)C(=O)c2ccccc21 Option C: O=C1C(O)=C(CC=C(Cl)Cl)C(=O)c2ccccc21
B < C < A
scaffold
O=C1C=CC(=O)c2ccccc21
[ "B", "C", "A" ]
[ "O=C1C(Cl)=C(NC(=O)C(Cl)Cl)C(=O)c2ccccc21", "O=C1C(O)=C(CC=C(Cl)Cl)C(=O)c2ccccc21", "CC1=CC(=O)c2c(O)cccc2C1=O" ]
[ 1.435, 3.003, 3.462 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=CC(OC(=O)C2CC2)C1. Options: Option A: C=CCC1=C(C)C(OC(=O)C2C(C=C(C)C)C2(C)C)CC1=O Option B: C=CC=CCC1=C(C)C(OC(=O)C2C(C=C(C)C)C2(C)C)CC1=O Option C: C=CC=CCC1=C(C)C(OC(=O)C2C(C=C(C)C(=O)OC)C2(C)C)CC1=O
A < B < C
scaffold
O=C1C=CC(OC(=O)C2CC2)C1
[ "A", "B", "C" ]
[ "C=CCC1=C(C)C(OC(=O)C2C(C=C(C)C)C2(C)C)CC1=O", "C=CC=CCC1=C(C)C(OC(=O)C2C(C=C(C)C)C2(C)C)CC1=O", "C=CC=CCC1=C(C)C(OC(=O)C2C(C=C(C)C(=O)OC)C2(C)C)CC1=O" ]
[ 2.546, 3.1010000000000004, 3.27 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=CC2C(=C1)CCC1C3CCCC3CCC21. Options: Option A: CCCCC(=O)OCC(=O)C1(O)C(C)CC2C3CCC4=CC(=O)C=CC4(C)C3(F)C(O)CC21C Option B: CCC(=O)OCC(=O)C1(OC(=O)CC)C(C)CC2C3CCC4=CC(=O)C=CC4(C)C3(Cl)C(O)CC21C Option C: CCC(=O)OCC(=O)C1(OC(=O)CC)C(C)CC2C3C(Cl)CC4=CC(=O)C=CC4(C)C3C(O)CC21C
B < C < A
scaffold
O=C1C=CC2C(=C1)CCC1C3CCCC3CCC21
[ "B", "C", "A" ]
[ "CCC(=O)OCC(=O)C1(OC(=O)CC)C(C)CC2C3CCC4=CC(=O)C=CC4(C)C3(Cl)C(O)CC21C", "CCC(=O)OCC(=O)C1(OC(=O)CC)C(C)CC2C3C(Cl)CC4=CC(=O)C=CC4(C)C3C(O)CC21C", "CCCCC(=O)OCC(=O)C1(O)C(C)CC2C3CCC4=CC(=O)C=CC4(C)C3(F)C(O)CC21C" ]
[ 2.143, 2.161, 3.18 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=CCC1. Options: Option A: CCC=CCC1=C(C)CCC1=O Option B: O=C1C(Cl)=C(Cl)C(Cl)(Cl)C1(Cl)Cl Option C: CCCCCC1=C(C)CCC1=O
A < C < B
scaffold
O=C1C=CCC1
[ "A", "C", "B" ]
[ "CCC=CCC1=C(C)CCC1=O", "CCCCCC1=C(C)CCC1=O", "O=C1C(Cl)=C(Cl)C(Cl)(Cl)C1(Cl)Cl" ]
[ 1.517, 1.823, 3.21 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=CCCC1. Options: Option A: CCSC(C)CC1CC(=O)C(C(CC)=NOCC=CCl)=C(O)C1 Option B: CC1=CC(=O)C(C(C)C)CC1 Option C: C=C(C)C1CC=C(C)C(=O)C1
B < A < C
scaffold
O=C1C=CCCC1
[ "B", "A", "C" ]
[ "CC1=CC(=O)C(C(C)C)CC1", "CCSC(C)CC1CC(=O)C(C(CC)=NOCC=CCl)=C(O)C1", "C=C(C)C1CC=C(C)C(=O)C1" ]
[ 1.793, 2.423, 4.607 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1C=CNC2CCCCN12. Options: Option A: CCOC(=O)C1=CNC2CCCC(C)N2C1=O Option B: CCOC(=O)C1=CN(C)C2CCCC(C)N2C1=O Option C: CCOC(=O)C1=CN(C(=O)OCC)C2CCCC(C)N2C1=O
A < C < B
scaffold
O=C1C=CNC2CCCCN12
[ "A", "C", "B" ]
[ "CCOC(=O)C1=CNC2CCCC(C)N2C1=O", "CCOC(=O)C1=CN(C(=O)OCC)C2CCCC(C)N2C1=O", "CCOC(=O)C1=CN(C)C2CCCC(C)N2C1=O" ]
[ 1.979, 2.31, 2.824 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CC(=O)N(c2ccccc2)N1c1ccccc1. Options: Option A: CCCCC1C(=O)N(c2ccccc2)N(c2ccccc2)C1=O Option B: CC(=O)CCC1C(=O)N(c2ccccc2)N(c2ccccc2)C1=O Option C: CC(C)=CCC1C(=O)N(c2ccccc2)N(c2ccccc2)C1=O
C < B < A
scaffold
O=C1CC(=O)N(c2ccccc2)N1c1ccccc1
[ "C", "B", "A" ]
[ "CC(C)=CCC1C(=O)N(c2ccccc2)N(c2ccccc2)C1=O", "CC(=O)CCC1C(=O)N(c2ccccc2)N(c2ccccc2)C1=O", "CCCCC1C(=O)N(c2ccccc2)N(c2ccccc2)C1=O" ]
[ 2.378, 2.651, 3.1 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CC(=O)NC(=O)N1. Options: Option A: CCC1(CCC(C)C)C(=O)NC(=O)NC1=O Option B: CC=CC(C)C1(CC)C(=O)NC(=O)NC1=O Option C: CCC1(C(C)CC(C)C)C(=O)NC(=O)NC1=O
A < C < B
scaffold
O=C1CC(=O)NC(=O)N1
[ "A", "C", "B" ]
[ "CCC1(CCC(C)C)C(=O)NC(=O)NC1=O", "CCC1(C(C)CC(C)C)C(=O)NC(=O)NC1=O", "CC=CC(C)C1(CC)C(=O)NC(=O)NC1=O" ]
[ 2.957, 3.506, 4.05 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CC(CCC2CCCCC2=O)CC(=O)N1. Options: Option A: CC(=O)OC1(C)CC(C)C(=O)C(C(O)CC2CC(=O)NC(=O)C2)C1 Option B: CC1CC(C)C(=O)C(C(O)CC2CC(=O)NC(=O)C2)C1 Option C: CC1CC(C)(O)CC(C(O)CC2CC(=O)NC(=O)C2)C1=O
C < B < A
scaffold
O=C1CC(CCC2CCCCC2=O)CC(=O)N1
[ "C", "B", "A" ]
[ "CC1CC(C)(O)CC(C(O)CC2CC(=O)NC(=O)C2)C1=O", "CC1CC(C)C(=O)C(C(O)CC2CC(=O)NC(=O)C2)C1", "CC(=O)OC1(C)CC(C)C(=O)C(C(O)CC2CC(=O)NC(=O)C2)C1" ]
[ 4.996, 5.148, 6.332000000000001 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CC=NN1c1ccccc1. Options: Option A: CC1=NN(c2ccc(C)cc2)C(=O)C1 Option B: CCCC1=NN(c2ccccc2)C(=O)C1C=O Option C: CC1=NN(c2ccccc2)C(=O)C1
A < C < B
scaffold
O=C1CC=NN1c1ccccc1
[ "A", "C", "B" ]
[ "CC1=NN(c2ccc(C)cc2)C(=O)C1", "CC1=NN(c2ccccc2)C(=O)C1", "CCCC1=NN(c2ccccc2)C(=O)C1C=O" ]
[ 1.403, 1.6969999999999998, 2.479 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CCC(=O)N1. Options: Option A: CCC1(C)CC(=O)NC1=O Option B: COP(=S)(OC)SCN1C(=O)CCC1=O Option C: O=C1CCC(=O)N1
C < A < B
scaffold
O=C1CCC(=O)N1
[ "C", "A", "B" ]
[ "O=C1CCC(=O)N1", "CCC1(C)CC(=O)NC1=O", "COP(=S)(OC)SCN1C(=O)CCC1=O" ]
[ 0.85, 1.89, 4.585 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CCC(=O)O1. Options: Option A: CCCCCCCCCC=CCC1CC(=O)OC1=O Option B: O=C1CCC(=O)O1 Option C: CC(C)=CC1C(=O)OC(=O)C1(C=C(C)C)C=C(C)C
B < A < C
scaffold
O=C1CCC(=O)O1
[ "B", "A", "C" ]
[ "O=C1CCC(=O)O1", "CCCCCCCCCC=CCC1CC(=O)OC1=O", "CC(C)=CC1C(=O)OC(=O)C1(C=C(C)C)C=C(C)C" ]
[ 1.821, 2.019, 2.446 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CCCC1. Options: Option A: CCCCC(C)(C)C(O)C=CC1C(C)CC(=O)C1CC=CCCCC(=O)O Option B: CCCCCC(O)C=CC1C(O)CC(=O)C1CCCCCCC(=O)O Option C: CC(=O)C1CCCC1=O
C < B < A
scaffold
O=C1CCCC1
[ "C", "B", "A" ]
[ "CC(=O)C1CCCC1=O", "CCCCCC(O)C=CC1C(O)CC(=O)C1CCCCCCC(=O)O", "CCCCC(C)(C)C(O)C=CC1C(C)CC(=O)C1CC=CCCCC(=O)O" ]
[ 2.158, 3.192, 4.236000000000001 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CCCCC1. Options: Option A: CC(C)(C)C1CCC(=O)CC1 Option B: O=C1CCCCC1 Option C: CC1(C)CC(=O)CC(C)(C#N)C1
A < B < C
scaffold
O=C1CCCCC1
[ "A", "B", "C" ]
[ "CC(C)(C)C1CCC(=O)CC1", "O=C1CCCCC1", "CC1(C)CC(=O)CC(C)(C#N)C1" ]
[ 1.489, 1.806, 3.429 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CCCN1. Options: Option A: C=CN1CCCC1=O Option B: O=C1CCCN1 Option C: O=C1CCCN1CCO
C < A < B
scaffold
O=C1CCCN1
[ "C", "A", "B" ]
[ "O=C1CCCN1CCO", "C=CN1CCCC1=O", "O=C1CCCN1" ]
[ 0.952, 1.879, 2.414 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CCCO1. Options: Option A: CCOP(=O)(OCC)SC1CCOC1=O Option B: CCCCCC1CCC(=O)O1 Option C: CCCCCCCC1CCC(=O)O1
C < B < A
scaffold
O=C1CCCO1
[ "C", "B", "A" ]
[ "CCCCCCCC1CCC(=O)O1", "CCCCCC1CCC(=O)O1", "CCOP(=O)(OCC)SC1CCOC1=O" ]
[ 0.998, 1.374, 3.007 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CCN(c2ccccc2)N1. Options: Option A: CC1(CO)CN(c2ccccc2)NC1=O Option B: CC1(C)CN(c2ccccc2)NC1=O Option C: O=C1CCN(c2ccccc2)N1
A < C < B
scaffold
O=C1CCN(c2ccccc2)N1
[ "A", "C", "B" ]
[ "CC1(CO)CN(c2ccccc2)NC1=O", "O=C1CCN(c2ccccc2)N1", "CC1(C)CN(c2ccccc2)NC1=O" ]
[ 2.562, 2.909, 3.802 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CN=C(c2ccccc2)c2ccccc2N1. Options: Option A: CN1C(=O)CN=C(c2ccccc2)c2cc(Cl)ccc21 Option B: O=C1CN=C(c2ccccc2Cl)c2cc(Cl)ccc2N1 Option C: C#CCN1C(=O)CN=C(c2ccccc2)c2cc(Cl)ccc21
C < B < A
scaffold
O=C1CN=C(c2ccccc2)c2ccccc2N1
[ "C", "B", "A" ]
[ "C#CCN1C(=O)CN=C(c2ccccc2)c2cc(Cl)ccc21", "O=C1CN=C(c2ccccc2Cl)c2cc(Cl)ccc2N1", "CN1C(=O)CN=C(c2ccccc2)c2cc(Cl)ccc21" ]
[ 1.725, 2.1830000000000003, 2.908 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1CNC(=O)N1. Options: Option A: CC1(C)C(=O)N(Cl)C(=O)N1Br Option B: CC1(C)C(=O)N(Br)C(=O)N1Br Option C: CC1(C)NC(=O)NC1=O
C < A < B
scaffold
O=C1CNC(=O)N1
[ "C", "A", "B" ]
[ "CC1(C)NC(=O)NC1=O", "CC1(C)C(=O)N(Cl)C(=O)N1Br", "CC1(C)C(=O)N(Br)C(=O)N1Br" ]
[ 1.216, 2.24, 3.0580000000000003 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1N=C2c3ccccc3N=CN2C1=Cc1ccccc1. Options: Option A: O=C1N=C2c3ccccc3N=CN2C1=Cc1ccc([N+](=O)[O-])cc1 Option B: COc1ccc(C=C2C(=O)N=C3c4ccccc4N=CN23)cc1 Option C: O=C1N=C2c3ccccc3N=CN2C1=Cc1ccccc1
A < C < B
scaffold
O=C1N=C2c3ccccc3N=CN2C1=Cc1ccccc1
[ "A", "C", "B" ]
[ "O=C1N=C2c3ccccc3N=CN2C1=Cc1ccc([N+](=O)[O-])cc1", "O=C1N=C2c3ccccc3N=CN2C1=Cc1ccccc1", "COc1ccc(C=C2C(=O)N=C3c4ccccc4N=CN23)cc1" ]
[ 2.392, 2.925, 3.07 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1NC(=O)C2C3C(C(c4ccccc4)c4ccccn4)=CC(C3=C(c3ccccc3)c3ccccn3)C12. Options: Option A: CCCN1C(=O)C2C3C=C(C(O)(c4ccccc4)c4ccccn4)C(C3=C(c3ccccc3)c3ccccn3)C2C1=O Option B: CCCCN1C(=O)C2C3C=C(C(O)(c4ccccc4)c4ccccn4)C(C3=C(c3ccccc3)c3ccccn3)C2C1=O Option C: O=C1NC(=O)C2C3C(C(O)(c4ccccc4)c4ccccn4)=CC(C3=C(c3ccccc3)c3ccccn3)C12
A < B < C
scaffold
O=C1NC(=O)C2C3C(C(c4ccccc4)c4ccccn4)=CC(C3=C(c3ccccc3)c3ccccn3)C12
[ "A", "B", "C" ]
[ "CCCN1C(=O)C2C3C=C(C(O)(c4ccccc4)c4ccccn4)C(C3=C(c3ccccc3)c3ccccn3)C2C1=O", "CCCCN1C(=O)C2C3C=C(C(O)(c4ccccc4)c4ccccn4)C(C3=C(c3ccccc3)c3ccccn3)C2C1=O", "O=C1NC(=O)C2C3C(C(O)(c4ccccc4)c4ccccn4)=CC(C3=C(c3ccccc3)c3ccccn3)C12" ]
[ 4.205, 4.8, 5.129 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1NC(=O)C2CC=CCC12. Options: Option A: O=C1C2CC=CCC2C(=O)N1SC(Cl)(Cl)C(Cl)Cl Option B: CCCCN1C(=O)C2CC=CCC2C1=O Option C: O=C1C2CC=CCC2C(=O)N1SC(Cl)(Cl)Cl
C < B < A
scaffold
O=C1NC(=O)C2CC=CCC12
[ "C", "B", "A" ]
[ "O=C1C2CC=CCC2C(=O)N1SC(Cl)(Cl)Cl", "CCCCN1C(=O)C2CC=CCC2C1=O", "O=C1C2CC=CCC2C(=O)N1SC(Cl)(Cl)C(Cl)Cl" ]
[ 1.524, 1.934, 2.145 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1NC(=O)c2cccc3cccc1c23. Options: Option A: CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O Option B: O=C(O)CCCN1C(=O)c2cccc3cccc(c23)C1=O Option C: CCOP(=S)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O
B < C < A
scaffold
O=C1NC(=O)c2cccc3cccc1c23
[ "B", "C", "A" ]
[ "O=C(O)CCCN1C(=O)c2cccc3cccc(c23)C1=O", "CCOP(=S)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O", "CCOP(=O)(OCC)ON1C(=O)c2cccc3cccc(c23)C1=O" ]
[ 1.85, 2.864, 3.698 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1NC(=O)c2ccccc21. Options: Option A: CCOP(=S)(OCC)SC(CCl)N1C(=O)c2ccccc2C1=O Option B: O=C1c2ccccc2C(=O)N1SC(Cl)(Cl)Cl Option C: COP(=O)(OC)SCN1C(=O)c2ccccc2C1=O
B < C < A
scaffold
O=C1NC(=O)c2ccccc21
[ "B", "C", "A" ]
[ "O=C1c2ccccc2C(=O)N1SC(Cl)(Cl)Cl", "COP(=O)(OC)SCN1C(=O)c2ccccc2C1=O", "CCOP(=S)(OCC)SC(CCl)N1C(=O)c2ccccc2C1=O" ]
[ 1.595, 3.78, 4.896 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1NCOc2ccccc21. Options: Option A: CC1NC(=O)c2ccccc2O1 Option B: O=C1NC(CCCl)Oc2ccccc21 Option C: Nc1ccc2c(c1)C(=O)NC(CCCl)O2
B < C < A
scaffold
O=C1NCOc2ccccc21
[ "B", "C", "A" ]
[ "O=C1NC(CCCl)Oc2ccccc21", "Nc1ccc2c(c1)C(=O)NC(CCCl)O2", "CC1NC(=O)c2ccccc2O1" ]
[ 1.3259999999999998, 2.064, 2.202 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1Nc2ccccc2C1(c1ccccc1)c1ccccc1. Options: Option A: Cc1cc(C2(c3ccc(O)c(C)c3)C(=O)Nc3ccccc32)ccc1O Option B: O=C1Nc2ccccc2C1(c1ccc(O)cc1)c1ccc(O)cc1 Option C: CC(=O)Oc1ccc(C2(c3ccc(OC(C)=O)cc3)C(=O)Nc3ccccc32)cc1
C < A < B
scaffold
O=C1Nc2ccccc2C1(c1ccccc1)c1ccccc1
[ "C", "A", "B" ]
[ "CC(=O)Oc1ccc(C2(c3ccc(OC(C)=O)cc3)C(=O)Nc3ccccc32)cc1", "Cc1cc(C2(c3ccc(O)c(C)c3)C(=O)Nc3ccccc32)ccc1O", "O=C1Nc2ccccc2C1(c1ccc(O)cc1)c1ccc(O)cc1" ]
[ 2.325, 2.822, 3.547 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1OCCO1. Options: Option A: O=C1OCC(CCl)O1 Option B: CC1COC(=O)O1 Option C: O=C1OCCO1
B < C < A
scaffold
O=C1OCCO1
[ "B", "C", "A" ]
[ "CC1COC(=O)O1", "O=C1OCCO1", "O=C1OCC(CCl)O1" ]
[ 0.547, 0.945, 3.232 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1OCc2ccccc21. Options: Option A: CCCCC1OC(=O)c2ccccc21 Option B: O=C1OCc2c(Cl)c(Cl)c(Cl)c(Cl)c21 Option C: COc1c(C)c2c(c(O)c1CC=C(C)CCC(=O)O)C(=O)OC2
B < A < C
scaffold
O=C1OCc2ccccc21
[ "B", "A", "C" ]
[ "O=C1OCc2c(Cl)c(Cl)c(Cl)c(Cl)c21", "CCCCC1OC(=O)c2ccccc21", "COc1c(C)c2c(c(O)c1CC=C(C)CCC(=O)O)C(=O)OC2" ]
[ 1.133, 1.89, 2.959 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1c2ccccc2C(=O)C1c1ccccc1. Options: Option A: O=C1c2ccccc2C(=O)C1c1ccc(Cl)cc1 Option B: O=C1c2ccc(Br)cc2C(=O)C1c1ccccc1 Option C: Cc1cc(C)c(C2C(=O)c3ccccc3C2=O)c(C)c1
C < A < B
scaffold
O=C1c2ccccc2C(=O)C1c1ccccc1
[ "C", "A", "B" ]
[ "Cc1cc(C)c(C2C(=O)c3ccccc3C2=O)c(C)c1", "O=C1c2ccccc2C(=O)C1c1ccc(Cl)cc1", "O=C1c2ccc(Br)cc2C(=O)C1c1ccccc1" ]
[ 2.422, 2.947, 3.303 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1c2ccccc2C(=O)c2ccccc21. Options: Option A: Nc1ccc(O)c2c1C(=O)c1c(N)c(Br)cc(O)c1C2=O Option B: O=C1c2ccccc2C(=O)c2c1ccc(C(=O)O)c2[N+](=O)[O-] Option C: COc1cc(N)c2c(c1N)C(=O)c1ccccc1C2=O
A < B < C
scaffold
O=C1c2ccccc2C(=O)c2ccccc21
[ "A", "B", "C" ]
[ "Nc1ccc(O)c2c1C(=O)c1c(N)c(Br)cc(O)c1C2=O", "O=C1c2ccccc2C(=O)c2c1ccc(C(=O)O)c2[N+](=O)[O-]", "COc1cc(N)c2c(c1N)C(=O)c1ccccc1C2=O" ]
[ 1.446, 2.172, 2.479 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1c2ccccc2COc2ccccc21. Options: Option A: O=C(O)Cc1ccc2c(c1)C(=O)c1ccccc1CO2 Option B: CC(C(=O)O)c1ccc2c(c1)OCc1cc(Cl)ccc1C2=O Option C: O=C(O)Cc1ccc2c(c1)OCc1ccccc1C2=O
A < C < B
scaffold
O=C1c2ccccc2COc2ccccc21
[ "A", "C", "B" ]
[ "O=C(O)Cc1ccc2c(c1)C(=O)c1ccccc1CO2", "O=C(O)Cc1ccc2c(c1)OCc1ccccc1C2=O", "CC(C(=O)O)c1ccc2c(c1)OCc1cc(Cl)ccc1C2=O" ]
[ 3.273, 3.387, 4.422 ]
Task: Rank the following 3 molecules by Acute Toxicity (Oral Rat LD50) from LEAST TOXIC to MOST TOXIC. Constraint: All molecules share the scaffold O=C1c2ccccc2Cc2ccccc21. Options: Option A: CCCC(=O)C1c2cccc(O)c2C(=O)c2c(O)cccc21 Option B: CCC(=O)C1c2cccc(O)c2C(=O)c2c(O)cccc21 Option C: CC(=O)OC1c2cccc(O)c2C(=O)c2c(O)cccc21
A < C < B
scaffold
O=C1c2ccccc2Cc2ccccc21
[ "A", "C", "B" ]
[ "CCCC(=O)C1c2cccc(O)c2C(=O)c2c(O)cccc21", "CC(=O)OC1c2cccc(O)c2C(=O)c2c(O)cccc21", "CCC(=O)C1c2cccc(O)c2C(=O)c2c(O)cccc21" ]
[ 2.273, 2.9130000000000003, 3.3110000000000004 ]
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